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HuagongsheHuagongshe Chemie-Druckbericht · Nur für Forschungszwecke
HRID 5892Erstellt: 23. Oktober 2026

Methyl chloroformate → N-(1-Methyl-1H-indol-5-yl)-N-(4-pyridinyl) carbamic acid methyl ester

https://huagongshe.com/de/reaction/5892

Reaktionsgleichung

Beteiligte Stoffe

RolleNameHCIDEinwaage
EduktMethyl chloroformateHCID 6586—
Edukt1-Methyl-5-(4-pyridinylamino)-1H-indoleHCID 9815922—
LösungsmittelDichloromethaneHCID 6344—
LösungsmittelTriethylamineHCID 8471—
ProduktN-(1-Methyl-1H-indol-5-yl)-N-(4-pyridinyl) carbamic acid methyl esterHCID 1529181798,4%

Reaktionsschritte

A solution of methyl chloroformate (1.3 g) in 5 ml DCM was added to a solution of 1-methyl-5-(4-pyridinylamino)-1H-indole (2.5 g) in 120 ml DCM and 6 ml triethylamine (4.4 g). After stirring one hour at ambient temperature the reaction mixture was washed with water and saturated sodium chloride, dried (anhydrous magnesium sulfate), filtered and evaporated to 4 g of a solid. Elution through silica with 50% ethyl acetate in dichloromethane via flash column chromatography yielded 3.1 g of a solid. Recrystallization from methanol yielded 2.4 g of crystals, mp 157°-159° C.

Herkunft & Nachweise

DOI10.6084/m9.figshare.5104873.v1
PatentnummerUS05246947
Quelldatensatzuspto-grants-1993_09
ORD IDord-299b2716a8194ac09bde2f6df2151eb9
Quellennotizuspto-grants-1993_09